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WO2009009042A1 - Procédés servant à synthétiser des composés de tétracycline substituée - Google Patents

Procédés servant à synthétiser des composés de tétracycline substituée Download PDF

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Publication number
WO2009009042A1
WO2009009042A1 PCT/US2008/008355 US2008008355W WO2009009042A1 WO 2009009042 A1 WO2009009042 A1 WO 2009009042A1 US 2008008355 W US2008008355 W US 2008008355W WO 2009009042 A1 WO2009009042 A1 WO 2009009042A1
Authority
WO
WIPO (PCT)
Prior art keywords
substituted
tetracycline
compound
carboxaldehyde
minocycline
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/US2008/008355
Other languages
English (en)
Inventor
Farzaneh Seyedi
Tadeusz Warchol
Mark Grier
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Paratek Pharmaceuticals Inc
Original Assignee
Paratek Pharmaceuticals Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to BRPI0813990-3A priority Critical patent/BRPI0813990A2/pt
Priority to CN200880105304A priority patent/CN101784517A/zh
Priority to EP08826197A priority patent/EP2176216B1/fr
Priority to AT08826197T priority patent/ATE555079T1/de
Priority to HK10106266.2A priority patent/HK1139386B/en
Priority to ES08826197T priority patent/ES2386926T3/es
Priority to JP2010514886A priority patent/JP2010532759A/ja
Priority to EA201070048A priority patent/EA201070048A1/ru
Priority to HRP20120605AT priority patent/HRP20120605T1/hr
Application filed by Paratek Pharmaceuticals Inc filed Critical Paratek Pharmaceuticals Inc
Priority to CA2693376A priority patent/CA2693376A1/fr
Priority to AU2008275701A priority patent/AU2008275701B2/en
Priority to DK08826197.9T priority patent/DK2176216T3/da
Publication of WO2009009042A1 publication Critical patent/WO2009009042A1/fr
Priority to ZA2010/00034A priority patent/ZA201000034B/en
Anticipated expiration legal-status Critical
Priority to IL204133A priority patent/IL204133A0/en
Priority to AU2010200845A priority patent/AU2010200845B2/en
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/40—Ortho- or ortho- and peri-condensed systems containing four condensed rings
    • C07C2603/42—Ortho- or ortho- and peri-condensed systems containing four condensed rings containing only six-membered rings
    • C07C2603/44—Naphthacenes; Hydrogenated naphthacenes

Definitions

  • the palladium catalyst is PdCl 2 CtBu 2 PhP) 2 dichlorobis(di-tert- butylphenylphosphine palladium (H)] or PdCl 2 (DPEPhos) [bis(diphenylphosphinophenyl)ether palladium (II) chloride].
  • tetracycline compound includes substituted or unsubstituted tetracycline compounds or compounds with a similar ring structure to tetracycline.
  • tetracycline compounds include: chlortetracycline, oxytetracycline, demeclocycline, methacycline, sancycline, chelocardin, rolitetracycline, lymecycline, apicycline; clomocycline, guamecycline, meglucycline, mepylcycline, minocycline, penimepicycline, pipacycline, etamocycline, penimocycline, etc.
  • the invention pertains to methods for synthesizing a carboxaldehyde substituted tetracycline by reacting a tetracycline reactive intermediate under appropriate conditions.
  • appropriate conditions includes any conditions that are suitable for carrying out the reaction of converting the tetracycline reactive intermediate to the carboxaldehyde substituted tetracycline.
  • Appropriate conditions include any suitable solvents, temperature, catalysts and reagents. A skilled artisan would readily be able to determine appropriate conditions for carrying out the methods of the invention.
  • R 6 and R 6 are each independently hydrogen, methylene, absent, hydroxyl, halogen, thiol, alkyl, alkenyl, alkynyl, aryl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, or an arylalkyl;
  • R 8 is alkyl, alkenyl, alkynyl, aryl, arylalkyl, arylalkenyl or arylalkynyl, formyl or carbonyl;
  • alkenyl further includes alkenyl groups which include oxygen, nitrogen, sulfur or phosphorous atoms replacing one or more carbons of the hydrocarbon backbone.
  • a straight chain or branched chain alkenyl group has 10 or fewer carbon atoms in its backbone (e.g., C 2 -CiO or straight chain, C 3 -C 1O for branched chain).
  • cycloalkenyl groups may have from 3-10 carbon atoms in their ring structure.
  • C 2 -C 1O includes alkenyl groups containing 2 to 10 carbon atoms.
  • substituted alkenyl includes alkenyl moieties having substituents replacing a hydrogen on one or more carbons of the hydrocarbon backbone.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

L'invention concerne des procédés de synthèse de composés de tétracycline substituée.
PCT/US2008/008355 2007-07-06 2008-07-07 Procédés servant à synthétiser des composés de tétracycline substituée Ceased WO2009009042A1 (fr)

Priority Applications (15)

Application Number Priority Date Filing Date Title
HRP20120605AT HRP20120605T1 (hr) 2007-07-06 2008-07-07 Postupci sinteze 9-supstituiranog minociklina
EP08826197A EP2176216B1 (fr) 2007-07-06 2008-07-07 Procédés servant à synthétiser de minocycline 9-substituée
CA2693376A CA2693376A1 (fr) 2007-07-06 2008-07-07 Procedes servant a synthetiser des composes de tetracycline substituee
HK10106266.2A HK1139386B (en) 2007-07-06 2008-07-07 Methods for synthesizing 9-substituted minocycline
ES08826197T ES2386926T3 (es) 2007-07-06 2008-07-07 Métodos para sintetizar minociclina9-sustituida
JP2010514886A JP2010532759A (ja) 2007-07-06 2008-07-07 置換テトラサイクリン化合物を合成するための方法
EA201070048A EA201070048A1 (ru) 2007-07-06 2008-07-07 Способы синтеза замещённых соединений тетрациклина (варианты)
BRPI0813990-3A BRPI0813990A2 (pt) 2007-07-06 2008-07-07 métodos para sintetizar compostos de minociclina substituìda
AT08826197T ATE555079T1 (de) 2007-07-06 2008-07-07 Verfahren zur synthese von 9-substituiertem minocyclin
CN200880105304A CN101784517A (zh) 2007-07-06 2008-07-07 合成取代的四环素化合物的方法
AU2008275701A AU2008275701B2 (en) 2007-07-06 2008-07-07 Methods for synthesizing substituted tetracycline compounds
DK08826197.9T DK2176216T3 (da) 2007-07-06 2008-07-07 Fremgangsmåder til syntetisering af 9-substitueret minocyclin
ZA2010/00034A ZA201000034B (en) 2007-07-06 2010-01-04 Methods for synthesizing substituted tetracycline compounds
IL204133A IL204133A0 (en) 2007-07-06 2010-02-24 Methods for synthesizing substituted tetracycline compounds
AU2010200845A AU2010200845B2 (en) 2007-07-06 2010-03-05 Methods for synthesizing substituted tetracycline compounds

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US94838507P 2007-07-06 2007-07-06
US60/948,385 2007-07-06
US6035108P 2008-06-10 2008-06-10
US61/060,351 2008-06-10

Publications (1)

Publication Number Publication Date
WO2009009042A1 true WO2009009042A1 (fr) 2009-01-15

Family

ID=39926392

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2008/008355 Ceased WO2009009042A1 (fr) 2007-07-06 2008-07-07 Procédés servant à synthétiser des composés de tétracycline substituée

Country Status (17)

Country Link
US (3) US9522872B2 (fr)
EP (2) EP2192111A3 (fr)
JP (2) JP2010532759A (fr)
KR (1) KR20100042276A (fr)
CN (2) CN101784517A (fr)
AT (1) ATE555079T1 (fr)
AU (2) AU2008275701B2 (fr)
BR (2) BRPI0813990A2 (fr)
CA (1) CA2693376A1 (fr)
DK (1) DK2176216T3 (fr)
EA (2) EA201070233A1 (fr)
ES (1) ES2386926T3 (fr)
HR (1) HRP20120605T1 (fr)
IL (1) IL204133A0 (fr)
PT (1) PT2176216E (fr)
WO (1) WO2009009042A1 (fr)
ZA (2) ZA201000034B (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012065028A2 (fr) 2010-11-11 2012-05-18 Concert Pharmaceuticals Inc. Tétracyclines substituées
US8946196B2 (en) 2007-04-27 2015-02-03 Paratek Pharmaceuticals, Inc. Methods for synthesizing and purifying aminoalkyl tetracycline compounds
EP3774723A4 (fr) * 2018-04-06 2022-03-09 Paratek Pharmaceuticals, Inc. Procédé de préparation de chlorhydrate de sarécycline

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US7094806B2 (en) 2000-07-07 2006-08-22 Trustees Of Tufts College 7, 8 and 9-substituted tetracycline compounds
AU2004259659B2 (en) 2003-07-09 2011-11-03 Paratek Pharmaceuticals, Inc. Substituted tetracycline compounds
US20060287283A1 (en) * 2003-07-09 2006-12-21 Paratek Pharmaceuticals, Inc. Prodrugs of 9-aminomethyl tetracycline compounds
US8466132B2 (en) * 2004-10-25 2013-06-18 Paratek Pharmaceuticals, Inc. Substituted tetracycline compounds
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CA2652347A1 (fr) * 2006-05-15 2007-11-22 Paratek Pharmaceuticals, Inc. Methodes de regulation de l'expression de genes ou de produits geniques a l'aide de composes de tetracycline substituee
EP2455367B1 (fr) 2006-12-21 2015-12-16 Paratek Pharmaceuticals, Inc. Dérivés de tétracycline pour le traitement d'infections bactériennes, virales et parasites
PL2120963T3 (pl) 2006-12-21 2019-05-31 Paratek Pharm Innc Podstawione związki tetracyklinowe do leczenia zaburzeń zapalnych skóry
JP2010523684A (ja) 2007-04-12 2010-07-15 パラテック ファーマシューティカルズ インコーポレイテッド テトラサイクリン化合物を用いる、脊髄筋委縮症を治療するための方法
CA2717703A1 (fr) 2008-03-05 2009-09-11 Paratek Pharmaceuticals, Inc. Composes de minocycline et procedes d'utilisation de ceux-ci
EP2276342A4 (fr) * 2008-04-14 2012-02-22 Paratek Pharm Innc Composés à base de tétracyclines substituées
AU2009292986A1 (en) * 2008-09-19 2010-03-25 Paratek Pharmaceuticals, Inc. Tetracycline compounds for the treatment of rheumatoid arthritis and related methods of treatment
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AU2013308504B2 (en) 2012-08-31 2016-11-10 Tetraphase Pharmaceuticals, Inc. Tetracycline compounds
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PT117254B (pt) 2021-05-26 2024-04-18 Hovione Farm S A Método de síntese de compostos 9-aminometil tetraciclinas
CN119751291A (zh) * 2025-01-07 2025-04-04 重庆圣华曦药业股份有限公司 一种奥玛环素的合成方法及其在制剂中的应用

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EA201070233A1 (ru) 2010-08-30
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BRPI0823405A2 (pt) 2012-12-25
EP2192111A2 (fr) 2010-06-02
BRPI0813990A2 (pt) 2011-09-13
DK2176216T3 (da) 2012-07-30
JP2010532759A (ja) 2010-10-14
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HRP20120605T1 (hr) 2012-09-30
US20170283368A1 (en) 2017-10-05
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AU2008275701B2 (en) 2013-04-04
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US20250340507A1 (en) 2025-11-06

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